EXPERIMENTAL. 73 



The alanine, when recrystallized by dissolving in a little hot water and 

 gradually adding alcohol, decomposed at about 290 . 



Carbon and hydrogen: 0.2404 gram substance, dried at no, gave 0.3571 gram CO,, and 



o. 1712 gram H 2 0. 

 Nitrogen: 0.3980 gram substance gave NH 3 = 6.2 cc. HC1 (1 cc. HCl = o.oi gram N). 

 Calculated for C 3 H 7 2 N, C 40.40, H 7.93, N 15.75 P- ct.; found, C 40.51, H 7.91, 



N 15.58 p. ct. 



( Fraction II. Temperature of bath up to ioo. 

 (Pressure, 12 mm. Weight, 83.84 grams. 



Distillations A and B. Each was saponified by boiling for 5^ hours with 

 5 parts of water. 



The solution was evaporated to dryness under reduced pressure, the dried 

 residue boiled up with absolute alcohol, and 13.37 grams were dissolved. 

 This solution was united with a similar one obtained from fraction III. 

 The substance, insoluble in alcohol, after systematic fractional crystalliza- 

 tion, gave 



(I) 22.1 grams of leucine, which decomposed at about 298 and had the 

 following composition : 



Carbon and hydrogen : 0.3128 gram substance, dried at no , gave 0.6310 gram C0 2 and 



0.2794 gram H 2 0. 

 Calculated for C 6 H 13 2 N, C 54.89, H 10.01 p. ct.; found, C 55.01, H 9.92 p. ct. 



(II) A fraction of 3.45 grams which by fractional crystallization could 

 not be further separated and gave results on analysis which agreed best for 

 a mixture of leucine and amino-valerianic acid. 



Carbon and hydrogen : 0.2857 gram substance, dried at no , gave 0.5519 gram C0 2 and 



0.2577 gram H 2 0. 

 Calculated for equal molecules of leucine and amino-valerianic acid, C 53.05, H 9.74 



p. ct. ; found, C 52.68, H 10.02 p. ct. 



(III) 2.1 grams substance which had the properties and composition of 

 amino-valerianic acid. 



Carbon and hydrogen: (I) 0.2115 gram substance, dried at 110, gave 0.3957 gram CO, 

 and 0.1870 gram H 2 ; (II) 0.4597 gram substance, dried at no , gave 0.8643 gram 

 CO, and 0.3956 gram H 2 0. 



Calculated for C 5 H u 2 N, C 51.22, H 9.48 p. ct; found, (I) C 51.03, H 9.82 p. ct.; 

 (II) C 51-27, H 9.56 p. ct. 



20 



Specific rotation. Dissolved in 20 per cent hydrochloric acid, (a) = 



+ 25. 79 . E. Fischer and Dorpinghaus 1 found + 25. 9 for their preparation 

 from horn, and Schulze and Winterstein* found +28.2 and + 27.9 for 

 preparations from lupine seedlings. 



1 Fischer & Dorpinghaus, Zeitschrift fur physiologische Chemie, 1902, xxxvi, p. 462. 



2 Schulze & Winterstein, ibid., 1902, xxxv, p. 300. 



